Babe Ruth's Yankee Contract
The contract that sent Babe Ruth from the Red Sox to the Yankees was a big deal – and not just because of the money. Red Sox owner Harry Frazee sold Ruth to the Yankees for $100,000 so he could finance several Broadway productions, but the deal ended up costing the Red Sox dearly. Thanks to "the curse of the Bambino," the Sox didn't win a championship until 2004. Predictably, the contract that launched the drought attracted a lot of attention when it went up for auction in 2006. The legal agreement sold for $996,000, which Imler says is fitting for "one of the most significant sports documents."